I haven't read any other posts bar the initial, though I found this a compelling subject and so wanted to chime in with my own experience. Jupiter is my chart ruler, with my sag rising conjunct sag Jupiter in the 1st along with Uranus, and sag Neptune is also in the 1st. My pisces sun is square jupiter and thus jupiter also receives some reception this way (and hence in some manner this square is "saved" or rectified to a degree), and jupiter further sextiles my mercury and opposes my moon. It's just the strongest planet, no doubt about it.
I am 28 now, but I was a paralegal for several years and seemingly "excelled" in this profession. In truth, I began as a legal receptionist, was promoted to legal secretary, soon after that to legal clerk, followed by paralegal/office manager/PA to a senior partner, so yes, I certainly encountered luck in this arena. At that point I was 26, and quit when I met the love of my life (at work, but who was originally from overseas), and I moved overseas to follow the dream. I quickly found work there as a paralegal/PA again and the same rigmarole ensued. One of my bosses actually offered to pay me a working salary in addition to tuition fees in order to obtain a law degree and work for him as a solicitor under contract, so again I was highly fortunate in this sphere. I didn't take him up on it though, as my concerns were relationship-oriented (my downfall yet seeming reason for existence).
Prior to that at age 19 I commenced a double degree in law/psychology only to withdraw from it three months later due to a drug problem. The only reason I entered into the degree in the first place was because I had obtained the marks necessary to commence the double, in addition to law being my most highly ranked subject. It's weird though, because it has never been a point of particular passion for me, and yet something in which I found I was quite naturally adept. Psychology however, is my true love...
Anyhow, now at 28 years of age and unemployed, I could potentially have a fair few regrets in this regard, but I don't. As exciting as it could be, by and large law was too dry for me, and I continue to gravitate towards the healing professions, which is where I am sure I'll end up.